We communicate two mild, solvent-free mechanochemical coupling transformations of CF₃ group with nitro compounds into amides or Schiff bases employing Ytterbia as a catalyst. This process proceeds via C−F bond activation, accompanied with utilisation of Si-based reductants/oxygen scavengers - reductants of the nitro group. The scope and limitations of the disclosed methodologies are thoroughly studied. To the best of our knowledge, this work is the first example of mechanical energy promoted transformation of the inert CF₃ group into other functionalities.